Thionyl Chloride → 3-(3-Pyridyl)acryloyl chloride hydrochloride

HRID 1638272Notes

Reaction equation

HRID 1638272 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]=[CH:8][C:9]([OH:11])=O)[CH:2]=1.S(Cl)([Cl:14])=O>C1C=CC=CC=1>[ClH:14].[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]=[CH:8][C:9]([Cl:14])=[O:11])[CH:2]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 1019843-(3-Pyridinyl)-2-propenoic acid

Product 1

HCID 713600273-(3-Pyridyl)acryloyl chloride hydrochloride

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

67 ml of benzene was added to 10 grams of 3-(3-pyridyl)-acrylic acid. 8.1 ml of thionyl chloride was added dropwise slowly thereto at ambient temperature. The temperature was elevated to 70° C. and the heating was continued until foaming ceased. Benzene and thionyl chloride were distilled off and the residue was dried thoroughly under reduced pressure.

Workup

  1. customat ambient temperature
  2. customwas elevated to 70° C.
  3. distillationBenzene and thionyl chloride were distilled off
  4. customthe residue was dried thoroughly under reduced pressure

Sources & evidence

ORD record
ord-35ed26850f134da3b732c3e127c9d80a
Source dataset
uspto-grants-1989_11
Patent number
US04879038

Reaction notes

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